#------------------------------------------------------------------------------
#$Date: 2019-11-25 21:33:31 +0200 (Mon, 25 Nov 2019) $
#$Revision: 241866 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/16/4131694.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4131694
loop_
_publ_author_name
'Bag, Prasenjit'
'Porzelt, Amelie'
'Altmann, Philipp J.'
'Inoue, Shigeyoshi'
_publ_section_title
;
 A Stable Neutral Compound with an Aluminum-Aluminum Double Bond.
;
_journal_issue                   41
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14384
_journal_page_last               14387
_journal_paper_doi               10.1021/jacs.7b08890
_journal_volume                  139
_journal_year                    2017
_chemical_compound_source        'see text'
_chemical_formula_moiety         'C20 H41 Al Br2 N2 Si'
_chemical_formula_sum            'C20 H41 Al Br2 N2 Si'
_chemical_formula_weight         524.42
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 99.275(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.5333(15)
_cell_length_b                   9.9375(10)
_cell_length_c                   16.9501(16)
_cell_measurement_reflns_used    9852
_cell_measurement_temperature    100
_cell_measurement_theta_max      31.2413
_cell_measurement_theta_min      2.1956
_cell_volume                     2582.2(4)
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_collection       'APEX III Control Software (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2014)'
_computing_structure_refinement
'SHELXL2014 (Sheldrick, 2014), SHELXLE (Huebschle, 2011)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 ' CMOS plate '
_diffrn_detector_area_resol_mean 16
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker Photon CMOS '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_radiation_monochromator  'Helios optic'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'TXS rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_limit_h_max       -18
_diffrn_reflns_limit_h_min       18
_diffrn_reflns_limit_k_max       -11
_diffrn_reflns_limit_k_min       11
_diffrn_reflns_limit_l_max       -20
_diffrn_reflns_limit_l_min       20
_diffrn_reflns_number            4554
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.38
_exptl_absorpt_coefficient_mu    3.227
_exptl_absorpt_correction_T_max  0.745262
_exptl_absorpt_correction_T_min  0.651009
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5, Bruker, 2014'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.166
_exptl_crystal_size_mid          0.109
_exptl_crystal_size_min          0.099
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4554
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.152
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'W=1/[Σ²(FO²)+(0.0195P)²+4.1984P] WHERE P=(FO²+2FC²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0630
_refine_ls_wR_factor_ref         0.0654
_reflns_number_gt                4027
_reflns_number_total             4554
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ja7b08890_si_003.cif
_cod_data_source_block           3
_cod_original_cell_volume        2582.3(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4131694
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Br1 Br 0.10899(2) 0.80968(3) 0.68869(2) 0.01914(8) Uani 1 1 d . .
Br2 Br 0.12676(2) 0.81711(3) 0.47687(2) 0.02041(8) Uani 1 1 d . .
Si1 Si 0.34861(5) 0.79222(7) 0.63434(4) 0.01634(16) Uani 1 1 d . .
Al1 Al 0.19442(5) 0.72272(7) 0.59744(4) 0.01234(17) Uani 1 1 d . .
N1 N 0.15075(14) 0.4367(2) 0.52803(12) 0.0116(4) Uani 1 1 d . .
N2 N 0.15659(14) 0.4412(2) 0.65584(12) 0.0122(4) Uani 1 1 d . .
C1 C 0.16888(16) 0.5190(2) 0.59276(15) 0.0114(5) Uani 1 1 d . .
C2 C 0.12482(16) 0.3104(3) 0.55001(16) 0.0137(5) Uani 1 1 d . .
C3 C 0.12754(16) 0.3134(2) 0.63072(15) 0.0128(5) Uani 1 1 d . .
C4 C 0.16172(18) 0.4789(3) 0.44616(15) 0.0157(6) Uani 1 1 d . .
H4 H 0.1854 0.5726 0.4510 0.019 Uiso 1 1 calc R U
C5 C 0.0751(2) 0.4865(3) 0.39024(16) 0.0238(7) Uani 1 1 d . .
H5A H 0.0836 0.5303 0.3402 0.036 Uiso 1 1 calc R U
H5B H 0.0335 0.5388 0.4156 0.036 Uiso 1 1 calc R U
H5C H 0.0523 0.3954 0.3788 0.036 Uiso 1 1 calc R U
C6 C 0.2299(2) 0.3932(3) 0.41415(17) 0.0259(7) Uani 1 1 d . .
H6A H 0.2057 0.3037 0.4000 0.039 Uiso 1 1 calc R U
H6B H 0.2817 0.3846 0.4553 0.039 Uiso 1 1 calc R U
H6C H 0.2461 0.4363 0.3666 0.039 Uiso 1 1 calc R U
C7 C 0.10177(18) 0.1939(3) 0.49484(16) 0.0182(6) Uani 1 1 d . .
H7A H 0.0603 0.2233 0.4482 0.027 Uiso 1 1 calc R U
H7B H 0.0752 0.1226 0.5229 0.027 Uiso 1 1 calc R U
H7C H 0.1547 0.1593 0.4773 0.027 Uiso 1 1 calc R U
C8 C 0.09943(19) 0.2065(3) 0.68308(16) 0.0195(6) Uani 1 1 d . .
H8A H 0.0868 0.1235 0.6522 0.029 Uiso 1 1 calc R U
H8B H 0.0469 0.2362 0.7033 0.029 Uiso 1 1 calc R U
H8C H 0.1462 0.1897 0.7282 0.029 Uiso 1 1 calc R U
C9 C 0.18522(18) 0.4837(3) 0.73999(15) 0.0159(6) Uani 1 1 d . .
H9 H 0.2021 0.5806 0.7382 0.019 Uiso 1 1 calc R U
C10 C 0.26736(19) 0.4075(3) 0.77677(16) 0.0231(6) Uani 1 1 d . .
H10A H 0.2538 0.3116 0.7804 0.035 Uiso 1 1 calc R U
H10B H 0.2884 0.4428 0.8304 0.035 Uiso 1 1 calc R U
H10C H 0.3126 0.4193 0.7432 0.035 Uiso 1 1 calc R U
C11 C 0.1120(2) 0.4768(3) 0.78965(16) 0.0238(7) Uani 1 1 d . .
H11A H 0.0602 0.5221 0.7611 0.036 Uiso 1 1 calc R U
H11B H 0.1306 0.5214 0.8412 0.036 Uiso 1 1 calc R U
H11C H 0.0981 0.3824 0.7987 0.036 Uiso 1 1 calc R U
C12 C 0.3798(2) 0.7759(3) 0.74679(17) 0.0268(7) Uani 1 1 d . .
H12A H 0.3673 0.6843 0.7631 0.040 Uiso 1 1 calc R U
H12B H 0.3459 0.8403 0.7731 0.040 Uiso 1 1 calc R U
H12C H 0.4421 0.7948 0.7622 0.040 Uiso 1 1 calc R U
C13 C 0.42298(19) 0.6733(3) 0.58612(19) 0.0243(7) Uani 1 1 d . .
C14 C 0.5205(2) 0.7099(3) 0.6073(2) 0.0379(8) Uani 1 1 d . .
H14A H 0.5557 0.6390 0.5881 0.057 Uiso 1 1 calc R U
H14B H 0.5364 0.7184 0.6655 0.057 Uiso 1 1 calc R U
H14C H 0.5313 0.7955 0.5819 0.057 Uiso 1 1 calc R U
C15 C 0.3972(2) 0.6705(3) 0.4945(2) 0.0338(8) Uani 1 1 d . .
H15A H 0.4111 0.7574 0.4723 0.051 Uiso 1 1 calc R U
H15B H 0.3345 0.6533 0.4805 0.051 Uiso 1 1 calc R U
H15C H 0.4296 0.5990 0.4723 0.051 Uiso 1 1 calc R U
C16 C 0.4105(2) 0.5303(3) 0.6175(2) 0.0289(7) Uani 1 1 d . .
H16A H 0.3488 0.5052 0.6048 0.043 Uiso 1 1 calc R U
H16B H 0.4291 0.5281 0.6755 0.043 Uiso 1 1 calc R U
H16C H 0.4456 0.4666 0.5920 0.043 Uiso 1 1 calc R U
C17 C 0.36271(19) 0.9806(3) 0.61042(18) 0.0223(6) Uani 1 1 d . .
C18 C 0.2894(2) 1.0574(3) 0.6417(2) 0.0289(7) Uani 1 1 d . .
H18A H 0.2949 1.1538 0.6313 0.043 Uiso 1 1 calc R U
H18B H 0.2937 1.0425 0.6993 0.043 Uiso 1 1 calc R U
H18C H 0.2328 1.0251 0.6144 0.043 Uiso 1 1 calc R U
C19 C 0.4500(2) 1.0374(3) 0.6524(2) 0.0397(9) Uani 1 1 d . .
H19A H 0.4980 0.9897 0.6335 0.060 Uiso 1 1 calc R U
H19B H 0.4544 1.0253 0.7103 0.060 Uiso 1 1 calc R U
H19C H 0.4533 1.1334 0.6402 0.060 Uiso 1 1 calc R U
C20 C 0.3547(2) 1.0084(3) 0.5206(2) 0.0340(8) Uani 1 1 d . .
H20A H 0.4054 0.9706 0.5006 0.051 Uiso 1 1 calc R U
H20B H 0.3524 1.1058 0.5112 0.051 Uiso 1 1 calc R U
H20C H 0.3013 0.9666 0.4925 0.051 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C12 Si1 C13 107.53(14)
C12 Si1 C17 105.89(14)
C13 Si1 C17 114.14(13)
C12 Si1 Al1 108.06(10)
C13 Si1 Al1 110.13(10)
C17 Si1 Al1 110.77(9)
C1 Al1 Br2 107.68(8)
C1 Al1 Br1 105.06(8)
Br2 Al1 Br1 101.83(3)
C1 Al1 Si1 117.14(8)
Br2 Al1 Si1 112.91(4)
Br1 Al1 Si1 110.85(3)
C1 N1 C2 111.0(2)
C1 N1 C4 122.9(2)
C2 N1 C4 126.0(2)
C1 N2 C3 111.0(2)
C1 N2 C9 122.4(2)
C3 N2 C9 125.8(2)
N2 C1 N1 104.8(2)
N2 C1 Al1 125.40(18)
N1 C1 Al1 129.37(18)
C3 C2 N1 106.6(2)
C3 C2 C7 127.7(2)
N1 C2 C7 125.7(2)
C2 C3 N2 106.5(2)
C2 C3 C8 128.0(2)
N2 C3 C8 125.4(2)
N1 C4 C5 112.0(2)
N1 C4 C6 111.4(2)
C5 C4 C6 113.7(2)
N1 C4 H4 106.4
C5 C4 H4 106.4
C6 C4 H4 106.4
C4 C5 H5A 109.5
C4 C5 H5B 109.5
H5A C5 H5B 109.5
C4 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C4 C6 H6A 109.5
C4 C6 H6B 109.5
H6A C6 H6B 109.5
C4 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C2 C7 H7A 109.5
C2 C7 H7B 109.5
H7A C7 H7B 109.5
C2 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C3 C8 H8A 109.5
C3 C8 H8B 109.5
H8A C8 H8B 109.5
C3 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
N2 C9 C11 112.6(2)
N2 C9 C10 110.6(2)
C11 C9 C10 113.7(2)
N2 C9 H9 106.5
C11 C9 H9 106.5
C10 C9 H9 106.5
C9 C10 H10A 109.5
C9 C10 H10B 109.5
H10A C10 H10B 109.5
C9 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C9 C11 H11A 109.5
C9 C11 H11B 109.5
H11A C11 H11B 109.5
C9 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
Si1 C12 H12A 109.5
Si1 C12 H12B 109.5
H12A C12 H12B 109.5
Si1 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C16 C13 C15 107.7(3)
C16 C13 C14 108.1(3)
C15 C13 C14 109.0(3)
C16 C13 Si1 107.59(19)
C15 C13 Si1 111.3(2)
C14 C13 Si1 113.0(2)
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C13 C15 H15A 109.5
C13 C15 H15B 109.5
H15A C15 H15B 109.5
C13 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C13 C16 H16A 109.5
C13 C16 H16B 109.5
H16A C16 H16B 109.5
C13 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C20 C17 C19 108.6(3)
C20 C17 C18 107.9(3)
C19 C17 C18 107.9(3)
C20 C17 Si1 112.9(2)
C19 C17 Si1 112.3(2)
C18 C17 Si1 107.1(2)
C17 C18 H18A 109.5
C17 C18 H18B 109.5
H18A C18 H18B 109.5
C17 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C17 C19 H19A 109.5
C17 C19 H19B 109.5
H19A C19 H19B 109.5
C17 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C17 C20 H20A 109.5
C17 C20 H20B 109.5
H20A C20 H20B 109.5
C17 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 Al1 2.3583(8)
Br2 Al1 2.3385(8)
Si1 C12 1.896(3)
Si1 C13 1.924(3)
Si1 C17 1.936(3)
Si1 Al1 2.4742(11)
Al1 C1 2.062(3)
N1 C1 1.361(3)
N1 C2 1.388(3)
N1 C4 1.486(3)
N2 C1 1.357(3)
N2 C3 1.392(3)
N2 C9 1.485(3)
C2 C3 1.362(4)
C2 C7 1.495(4)
C3 C8 1.494(4)
C4 C5 1.518(4)
C4 C6 1.525(4)
C4 H4 1.0000
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 C11 1.521(4)
C9 C10 1.527(4)
C9 H9 1.0000
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 C16 1.540(4)
C13 C15 1.541(4)
C13 C14 1.543(4)
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 C20 1.533(4)
C17 C19 1.533(4)
C17 C18 1.534(4)
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C3 N2 C1 N1 -2.5(3)
C9 N2 C1 N1 168.2(2)
C3 N2 C1 Al1 170.79(18)
C9 N2 C1 Al1 -18.5(3)
C2 N1 C1 N2 1.8(3)
C4 N1 C1 N2 -175.8(2)
C2 N1 C1 Al1 -171.08(18)
C4 N1 C1 Al1 11.3(4)
C1 N1 C2 C3 -0.5(3)
C4 N1 C2 C3 177.0(2)
C1 N1 C2 C7 -178.6(2)
C4 N1 C2 C7 -1.0(4)
N1 C2 C3 N2 -1.0(3)
C7 C2 C3 N2 177.0(2)
N1 C2 C3 C8 175.0(2)
C7 C2 C3 C8 -7.0(5)
C1 N2 C3 C2 2.2(3)
C9 N2 C3 C2 -168.1(2)
C1 N2 C3 C8 -173.9(2)
C9 N2 C3 C8 15.8(4)
C1 N1 C4 C5 -114.1(3)
C2 N1 C4 C5 68.6(3)
C1 N1 C4 C6 117.3(3)
C2 N1 C4 C6 -60.0(3)
C1 N2 C9 C11 126.9(3)
C3 N2 C9 C11 -63.8(3)
C1 N2 C9 C10 -104.7(3)
C3 N2 C9 C10 64.6(3)
